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name Structure Reference Source Properties Activities Metabolism

Thiamine; Nitrate

AlkaPlorer ID: AK315928

Synonym: Thiamine mononitrate

IUPAC Name: 2-[3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-4-methyl-1,3-thiazol-3-ium-5-yl]ethanol

Structure

SMILES: CC1=NC=C(C[N+]2=CSC(CCO)=C2C)C(=N)N1

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InChI: InChI=1S/C12H17N4OS/c1-8-11(3-4-17)18-7-16(8)6-10-5-14-9(2)15-12(10)13/h5,7,17H,3-4,6H2,1-2H3,(H2,13,14,15)/q+1

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InChIKey: JZRWCGZRTZMZEH-UHFFFAOYSA-N

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Source

Species Genus Family Order Class Phylum Kingdom Domain
Ananas comosus Ananas Bromeliaceae Poales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Vaccinium vitis-idaea Vaccinium Ericaceae Ericales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Asparagus officinalis Asparagus Asparagaceae Asparagales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Lepidium sativum Lepidium Brassicaceae Brassicales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Tamarindus indica Tamarindus Fabaceae Fabales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Melanogrammus aeglefinus Melanogrammus Gadidae Gadiformes Actinopteri Chordata Metazoa Eukaryota
Vaccinium myrtillus Vaccinium Ericaceae Ericales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Phoenix dactylifera Phoenix Arecaceae Arecales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Esox lucius Esox Esocidae Esociformes Actinopteri Chordata Metazoa Eukaryota
Psidium guajava Psidium Myrtaceae Myrtales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Pisum sativum Pisum Fabaceae Fabales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Ribes uva-crispa Ribes Grossulariaceae Saxifragales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Sebastes alutus Sebastes Sebastidae Perciformes Actinopteri Chordata Metazoa Eukaryota
Cantharellus cibarius Cantharellus Cantharellaceae Cantharellales Agaricomycetes Basidiomycota Fungi Eukaryota
Averrhoa carambola Averrhoa Oxalidaceae Oxalidales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Actinidia chinensis Actinidia Actinidiaceae Ericales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Spinacia oleracea Spinacia Chenopodiaceae Caryophyllales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Armoracia rusticana Armoracia Brassicaceae Brassicales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Ipomoea batatas Ipomoea Convolvulaceae Solanales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Nephrops norvegicus Nephrops Nephropidae Decapoda Malacostraca Arthropoda Metazoa Eukaryota
Citrus reticulata Citrus Rutaceae Sapindales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Lactuca sativa Lactuca Asteraceae Asterales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Octopus vulgaris Octopus Octopodidae Octopoda Cephalopoda Mollusca Metazoa Eukaryota
Brassica napus Brassica Brassicaceae Brassicales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Lens culinaris Lens Fabaceae Fabales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Cocos nucifera Cocos Arecaceae Arecales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Secale cereale Secale Poaceae Poales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Musa x paradisiaca Musa Musaceae Zingiberales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Carya illinoinensis Carya Juglandaceae Fagales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Cucurbita pepo Cucurbita Cucurbitaceae Cucurbitales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Petroselinum crispum Petroselinum Apiaceae Apiales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Zingiber officinale Zingiber Zingiberaceae Zingiberales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Litchi chinensis Litchi Sapindaceae Sapindales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Mangifera indica Mangifera Anacardiaceae Sapindales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Pyrus communis Pyrus Rosaceae Rosales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Pistacia vera Pistacia Anacardiaceae Sapindales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Allium ampeloprasum Allium Amaryllidaceae Asparagales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Daucus carota Daucus Apiaceae Apiales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Allium schoenoprasum Allium Amaryllidaceae Asparagales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Phaseolus vulgaris Phaseolus Fabaceae Fabales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Changium smyrnioides Changium Apiaceae Apiales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Cydonia oblonga Cydonia Rosaceae Rosales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Apium graveolens Apium Apiaceae Apiales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Prunus domestica Prunus Rosaceae Rosales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Glycine max Glycine Fabaceae Fabales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Sus scrofa Sus Suidae Artiodactyla Mammalia Chordata Metazoa Eukaryota
Belone belone Belone Belonidae Beloniformes Actinopteri Chordata Metazoa Eukaryota
Trisopterus esmarkii Trisopterus Gadidae Gadiformes Actinopteri Chordata Metazoa Eukaryota
Brassica oleracea Brassica Brassicaceae Brassicales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Coriandrum sativum Coriandrum Apiaceae Apiales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Agaricus bisporus Agaricus Agaricaceae Agaricales Agaricomycetes Basidiomycota Fungi Eukaryota
Manihot esculenta Manihot Euphorbiaceae Malpighiales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Salvelinus namaycush Salvelinus Salmonidae Salmoniformes Actinopteri Chordata Metazoa Eukaryota
Prunus persica Prunus Rosaceae Rosales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Oncorhynchus mykiss Oncorhynchus Salmonidae Salmoniformes Actinopteri Chordata Metazoa Eukaryota
Reinhardtius hippoglossoides Reinhardtius Pleuronectidae Pleuronectiformes Actinopteri Chordata Metazoa Eukaryota
Ribes rubrum Ribes Grossulariaceae Saxifragales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Carica papaya Carica Caricaceae Brassicales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Annona cherimola Annona Annonaceae Magnoliales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Avena sativa Avena Poaceae Poales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Vigna radiata Vigna Fabaceae Fabales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Linum usitatissimum Linum Linaceae Malpighiales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Rumex acetosa Rumex Polygonaceae Caryophyllales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Phyllostachys edulis Phyllostachys Poaceae Poales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Prunus armeniaca Prunus Rosaceae Rosales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Raphanus sativus Raphanus Brassicaceae Brassicales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Punica granatum Punica Lythraceae Myrtales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Scophthalmus maximus Scophthalmus Scophthalmidae Pleuronectiformes Actinopteri Chordata Metazoa Eukaryota
Medicago sativa Medicago Fabaceae Fabales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Cicer arietinum Cicer Fabaceae Fabales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Saccharina japonica Saccharina Laminariaceae Laminariales Phaeophyceae None None Eukaryota
Camellia sinensis Camellia Theaceae Ericales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Citrus x paradisi Citrus Rutaceae Sapindales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Helianthus tuberosus Helianthus Asteraceae Asterales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Sander lucioperca Sander Percidae Perciformes Actinopteri Chordata Metazoa Eukaryota
Solanum tuberosum Solanum Solanaceae Solanales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Pastinaca sativa Pastinaca Apiaceae Apiales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Hordeum vulgare Hordeum Poaceae Poales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Molva molva Molva Lotidae Gadiformes Actinopteri Chordata Metazoa Eukaryota
Cucumis melo Cucumis Cucurbitaceae Cucurbitales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Limanda limanda Limanda Pleuronectidae Pleuronectiformes Actinopteri Chordata Metazoa Eukaryota
Coffea canephora Coffea Rubiaceae Gentianales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Bos taurus Bos Bovidae Artiodactyla Mammalia Chordata Metazoa Eukaryota
Ribes nigrum Ribes Grossulariaceae Saxifragales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Abramis brama Abramis Leuciscidae Cypriniformes Actinopteri Chordata Metazoa Eukaryota
Cichorium intybus Cichorium Asteraceae Asterales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Theobroma cacao Theobroma Malvaceae Malvales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Panicum miliaceum Panicum Poaceae Poales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Piper nigrum Piper Piperaceae Piperales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Fagopyrum esculentum Fagopyrum Polygonaceae Caryophyllales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Hippoglossus hippoglossus Hippoglossus Pleuronectidae Pleuronectiformes Actinopteri Chordata Metazoa Eukaryota
Lepus timidus Lepus Leporidae Lagomorpha Mammalia Chordata Metazoa Eukaryota
Cichorium endivia Cichorium Asteraceae Asterales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Brassica rapa Brassica Brassicaceae Brassicales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Anacardium occidentale Anacardium Anacardiaceae Sapindales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Abelmoschus esculentus Abelmoschus Malvaceae Malvales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Sesamum indicum Sesamum Pedaliaceae Lamiales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Oryza sativa Oryza Poaceae Poales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Merlangius merlangus Merlangius Gadidae Gadiformes Actinopteri Chordata Metazoa Eukaryota
Beta vulgaris Beta Chenopodiaceae Caryophyllales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Malus pumila Malus Rosaceae Rosales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Rheum rhabarbarum Rheum Polygonaceae Caryophyllales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Ficus carica Ficus Moraceae Rosales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Anarhichas lupus Anarhichas Anarhichadidae Perciformes Actinopteri Chordata Metazoa Eukaryota
Cucumis sativus Cucumis Cucurbitaceae Cucurbitales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Cucurbita maxima Cucurbita Cucurbitaceae Cucurbitales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Anthriscus cerefolium Anthriscus Apiaceae Apiales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Squalus acanthias Squalus Squalidae Squaliformes Chondrichthyes Chordata Metazoa Eukaryota
Persea americana Persea Lauraceae Laurales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Taraxacum officinale Taraxacum Asteraceae Asterales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Allium sativum Allium Amaryllidaceae Asparagales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Capsicum annuum Capsicum Solanaceae Solanales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Zea mays Zea Poaceae Poales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Musa acuminata Musa Musaceae Zingiberales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Helianthus annuus Helianthus Asteraceae Asterales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Micromesistius poutassou Micromesistius Gadidae Gadiformes Actinopteri Chordata Metazoa Eukaryota
Eriobotrya japonica Eriobotrya Rosaceae Rosales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Lagopus muta Lagopus Phasianidae Galliformes Aves Chordata Metazoa Eukaryota
Lota lota Lota Lotidae Gadiformes Actinopteri Chordata Metazoa Eukaryota
Microstomus kitt Microstomus Pleuronectidae Pleuronectiformes Actinopteri Chordata Metazoa Eukaryota
Arachis hypogaea Arachis Fabaceae Fabales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Citrus sinensis Citrus Rutaceae Sapindales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Myristica fragrans Myristica Myristicaceae Magnoliales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Anethum graveolens Anethum Apiaceae Apiales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Citrullus lanatus Citrullus Cucurbitaceae Cucurbitales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Prunus dulcis Prunus Rosaceae Rosales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Solanum melongena Solanum Solanaceae Solanales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Bertholletia excelsa Bertholletia Lecythidaceae Ericales Magnoliopsida Streptophyta Viridiplantae Eukaryota
Coffea arabica Coffea Rubiaceae Gentianales Magnoliopsida Streptophyta Viridiplantae Eukaryota

Properties Information

Molecule Weight: 265.362

TPSA？: 76.64

MolLogP？: 0.4381099999999997

Number of H-Donors: 3

Number of H-Acceptors: 4

RingCount: 2

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Homo sapiens Acetylcholinesterase AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Adenosine A3 receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Alpha-1a adrenergic receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Alpha-2a adrenergic receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Androgen Receptor AC50 3000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Bile salt export pump AC50 300000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Cyclooxygenase-1 AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Dopamine D1 receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Dopamine D3 receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Dopamine transporter AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Estrogen receptor alpha AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Gamma-aminobutyric acid receptor subunit alpha-1/alpha-2/beta-2/gamma-2 AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Heat shock protein HSP 90-alpha IC50 12500.0 nM 10.1007/s00044-011-9557-9
Homo sapiens Heat shock protein HSP 90-alpha Inhibition 40.0 % 10.1007/s00044-011-9557-9
Homo sapiens HERG AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Histamine H3 receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Histone deacetylase 6 Inhibition 4.94 % 10.6019/CHEMBL4808148
Homo sapiens Histone deacetylase 6 Inhibition 52.95 % 10.6019/CHEMBL4808148
Homo sapiens Homo sapiens DILI_Concern nan None 10.1016/j.drudis.2016.02.015
Homo sapiens Homo sapiens DILI_severity_class 0.0 None 10.1016/j.drudis.2016.02.015
Homo sapiens Monoamine oxidase A AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Mu opioid receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Muscarinic acetylcholine receptor M1 AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Muscarinic acetylcholine receptor M2 AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Norepinephrine transporter AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Phosphodiesterase 3A AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Phosphodiesterase 4A AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens POU domain, class 2, transcription factor 1 Activity nan None 10.1021/acs.jmedchem.2c01075
Homo sapiens POU domain, class 2, transcription factor 2 Activity nan None 10.1021/acs.jmedchem.2c01075
Homo sapiens Progesterone receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Serotonin 1a (5-HT1a) receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Serotonin 2b (5-HT2b) receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Serotonin transporter AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Solute carrier family 22 member 1 Activity 434.0 uM 10.1124/mol.63.3.489
Homo sapiens Solute carrier family 22 member 1 IC50 4354000.0 nM 10.1021/acs.jmedchem.6b01317
Homo sapiens Solute carrier family 22 member 1 Inhibition -1.5 % 10.1021/acs.jmedchem.6b01317
Homo sapiens Solute carrier family 22 member 1 Ratio 1.26 None 10.1021/acs.jmedchem.6b01317
Homo sapiens Solute carrier family 22 member 2 Activity nan None 10.1097/01.asn.0000019413.78751.46
Homo sapiens Solute carrier family 22 member 3 Activity nan None 10.1021/acs.jmedchem.2c01075
Homo sapiens Thiamin pyrophosphokinase 1 Kcat/Km 1.2 10^-5/nM/s 10.1016/j.bmcl.2007.11.098
Homo sapiens Thrombin AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Thromboxane A2 receptor AC50 30000.0 nM 10.1038/s41467-023-40064-9
Homo sapiens Transketolase Kd 6800000.0 nM 10.1016/j.bmcl.2007.11.098
Homo sapiens Vascular endothelial growth factor receptor 2 AC50 30000.0 nM 10.1038/s41467-023-40064-9
Lactococcus lactis subsp. cremoris (strain MG1363) Thiamine transporter ThiT Activity nan None 10.1039/C7MD00079K
Lactococcus lactis subsp. cremoris (strain MG1363) Thiamine transporter ThiT Kd 0.122 nM 10.1039/C7MD00079K
Lactococcus lactis subsp. cremoris (strain MG1363) Thiamine transporter ThiT Kd 0.35 nM 10.1039/C7MD00079K
Lactococcus lactis subsp. cremoris (strain MG1363) Thiamine transporter ThiT Kd 2.21 nM 10.1039/C7MD00079K
Lactococcus lactis subsp. cremoris (strain MG1363) Thiamine transporter ThiT Kd 13.6 nM 10.1039/C7MD00079K
Lactococcus lactis subsp. cremoris (strain MG1363) Thiamine transporter ThiT Kd 14.9 nM 10.1039/C7MD00079K
Lactococcus lactis subsp. cremoris (strain MG1363) Thiamine transporter ThiT Kd 3650.0 nM 10.1039/C7MD00079K
Lactococcus lactis subsp. cremoris (strain MG1363) Thiamine transporter ThiT Kd 13600.0 nM 10.1039/C7MD00079K
Mus musculus Solute carrier family 22 member 1 Activity 0.0 % None
Mus musculus Solute carrier family 22 member 1 Activity 12.7 % 10.1002/hep.510290530
Mus musculus Solute carrier family 22 member 5 Activity 65.9 % 10.1124/mol.59.2.358
Rattus norvegicus Solute carrier family 22 member 1 Ki 736000.0 nM 10.1023/a:1013070128668
Rattus norvegicus Solute carrier family 22 member 2 Ki 646000.0 nM 10.1023/a:1013070128668
Rattus norvegicus Solute carrier family 22 member 5 Inhibition nan % None
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Hit score 0.2886 None 10.1101/2020.04.21.054387
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 IC50 19952.62 nM 10.6019/CHEMBL4651402
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 IC50 20000.0 nM 10.6019/CHEMBL4651402
None Hepatotoxicity DILI positive/negative 0.0 None 10.1371/journal.pcbi.1002310
None Hepatotoxicity Hepatotoxicity nan None 10.1021/tx1000865
None Hepatotoxicity Hepatotoxicity nan None 10.1021/tx900326k
None Hepatotoxicity Hepatotoxicity nan None 10.1124/dmd.110.035113
None NON-PROTEIN TARGET Hepatotoxicity (acute) 0.0 % 10.1016/s0399-8320(04)95062-2
None NON-PROTEIN TARGET Hepatotoxicity (animal toxicity known) nan None 10.1016/s0399-8320(04)95062-2
None NON-PROTEIN TARGET Hepatotoxicity (benign tumour) 0.0 None 10.1016/s0399-8320(04)95062-2
None NON-PROTEIN TARGET Hepatotoxicity (granulomatous hepatitis) 0.0 None 10.1016/s0399-8320(04)95062-2
None NON-PROTEIN TARGET Hepatotoxicity (mechanism) nan None 10.1016/s0399-8320(04)95062-2
None NON-PROTEIN TARGET Hepatotoxicity (moderate) 0.0 % 10.1016/s0399-8320(04)95062-2
None NON-PROTEIN TARGET Hepatotoxicity (moderate) 0.0 None 10.1016/s0399-8320(04)95062-2
None NON-PROTEIN TARGET Hepatotoxicity (time to onset) nan None 10.1016/s0399-8320(04)95062-2
None No relevant target LogP -3.93 None 10.1016/j.ejmech.2007.05.007
None Unchecked Hepatotoxicity (acute) 0.0 None 10.1016/s0399-8320(04)95062-2
None Unchecked Hepatotoxicity (association with vascular disease) 0.0 None 10.1016/s0399-8320(04)95062-2
None Unchecked Hepatotoxicity (choleostasis) 0.0 None 10.1016/s0399-8320(04)95062-2
None Unchecked Hepatotoxicity (chronic liver disease) 1.0 None 10.1016/s0399-8320(04)95062-2
None Unchecked Hepatotoxicity (cirrhosis) 0.0 None 10.1016/s0399-8320(04)95062-2
None Unchecked Hepatotoxicity (comment) nan None 10.1016/s0399-8320(04)95062-2
None Unchecked Hepatotoxicity (cytolytic) 0.0 None 10.1016/s0399-8320(04)95062-2
None Unchecked Hepatotoxicity (malignant tumour) 0.0 None 10.1016/s0399-8320(04)95062-2
None Unchecked Hepatotoxicity (severe hepatitis) 0.0 None 10.1016/s0399-8320(04)95062-2
None Unchecked Hepatotoxicity (steatosis) 1.0 None 10.1016/s0399-8320(04)95062-2
None Unchecked Hepatotoxicity (successful reintroduction) nan None 10.1016/s0399-8320(04)95062-2
None Unchecked Selectivity ratio 100.0 None 10.1039/C7MD00079K

Metabolism Information

AKRT ID Reaction Reaction Link ID
AKRT015023 Cc1ccc(N)cc1.Cc1ncc(C[n+]2csc(CCO)c2C)c(=N)[nH]1>>Cc1ccc(NCc2cnc(C)[nH]c2=N)cc1 enzymemap_40272
AKRT015047 Cc1cccc(N)c1.Cc1ncc(C[n+]2csc(CCO)c2C)c(=N)[nH]1>>Cc1cccc(NCc2cnc(C)[nH]c2=N)c1 enzymemap_40271
AKRT015060 Cc1ccccc1N.Cc1ncc(C[n+]2csc(CCO)c2C)c(=N)[nH]1>>Cc1ncc(CNc2ccccc2C)c(=N)[nH]1 enzymemap_40270
AKRT015061 Cc1ccccc1N.Cc1ncc(C[n+]2csc(CCO)c2C)c(N)n1>>Cc1ncc(CNc2ccccc2C)c(N)n1 enzymemap_40270
AKRT015064 Cc1cccnc1.Cc1ncc(C[n+]2csc(CCO)c2C)c(=N)[nH]1>>Cc1ccc[n+](Cc2cnc(C)[nH]c2=N)c1 enzymemap_40265
AKRT015065 Cc1cccnc1.Cc1ncc(C[n+]2csc(CCO)c2C)c(N)n1>>Cc1ccc[n+](Cc2cnc(C)nc2N)c1 enzymemap_40265
AKRT015066 Cc1ccncc1.Cc1ncc(C[n+]2csc(CCO)c2C)c(=N)[nH]1>>Cc1cc[n+](Cc2cnc(C)[nH]c2=N)cc1 enzymemap_40266
AKRT015067 Cc1ccncc1.Cc1ncc(C[n+]2csc(CCO)c2C)c(N)n1>>Cc1cc[n+](Cc2cnc(C)nc2N)cc1 enzymemap_40266
AKRT015286 Cc1ncc(CO)c(=N)[nH]1.Cc1ncsc1CCO>>Cc1ncc(C[n+]2csc(CCO)c2C)c(=N)[nH]1 None
AKRT015309 Cc1ncc(CO)c(N)n1.Cc1ncsc1CCO>>Cc1ncc(C[n+]2csc(CCO)c2C)c(N)n1 None
AKRT015393 Cc1ncc(C[n+]2csc(CCO)c2C)c(=N)[nH]1.NCCCCCC(=O)O>>Cc1ncc(CNCCCCCC(=O)O)c(=N)[nH]1 enzymemap_40279
AKRT015394 Cc1ncc(C[n+]2csc(CCO)c2C)c(=N)[nH]1.Nc1ccc(N)cc1>>Cc1ncc(CNc2ccc(N)cc2)c(=N)[nH]1 enzymemap_40269
AKRT015395 Cc1ncc(C[n+]2csc(CCO)c2C)c(=N)[nH]1.Nc1ccc(O)cc1>>Cc1ncc(CNc2ccc(O)cc2)c(=N)[nH]1 enzymemap_40275
AKRT015396 Cc1ncc(C[n+]2csc(CCO)c2C)c(=N)[nH]1.Nc1cccc(C(=O)O)c1>>Cc1ncc(CNc2cccc(C(=O)O)c2)c(=N)[nH]1 enzymemap_40277
AKRT015397 Cc1ncc(C[n+]2csc(CCO)c2C)c(=N)[nH]1.Nc1cccc(N)c1>>Cc1ncc(CNc2cccc(N)c2)c(=N)[nH]1 enzymemap_40268
AKRT015398 Cc1ncc(C[n+]2csc(CCO)c2C)c(=N)[nH]1.Nc1cccc(O)c1>>Cc1ncc(CNc2cccc(O)c2)c(=N)[nH]1 enzymemap_40274
AKRT015399 Cc1ncc(C[n+]2csc(CCO)c2C)c(=N)[nH]1.Nc1ccccc1>>Cc1ncc(CNc2ccccc2)c(=N)[nH]1 enzymemap_40247
AKRT015400 Cc1ncc(C[n+]2csc(CCO)c2C)c(=N)[nH]1.Nc1ccccc1N>>Cc1ncc(CNc2ccccc2N)c(=N)[nH]1 enzymemap_40267
AKRT015401 Cc1ncc(C[n+]2csc(CCO)c2C)c(=N)[nH]1.Nc1ccccc1O>>Cc1ncc(CNc2ccccc2O)c(=N)[nH]1 enzymemap_40273
AKRT015402 Cc1ncc(C[n+]2csc(CCO)c2C)c(=N)[nH]1.Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]1O>>Cc1ncc(C[n+]2csc(CCOP(=O)(O)O)c2C)c(=N)[nH]1.Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]1O None
AKRT015403 Cc1ncc(C[n+]2csc(CCO)c2C)c(=N)[nH]1.Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]1O>>Cc1ncc(C[n+]2csc(CCOP(=O)(O)OP(=O)(O)O)c2C)c(=N)[nH]1.Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O None
AKRT015404 Cc1ncc(C[n+]2csc(CCO)c2C)c(=N)[nH]1.O=C(O)[C@@H]1CCCN1>>Cc1ncc(CN2CCCC2C(=O)O)c(=N)[nH]1 enzymemap_40244
AKRT015405 Cc1ncc(C[n+]2csc(CCO)c2C)c(=N)[nH]1.O=C(O)c1ccccn1>>Cc1ncc(C[n+]2ccccc2C(=O)O)c(=N)[nH]1 enzymemap_40280
AKRT015406 Cc1ncc(C[n+]2csc(CCO)c2C)c(=N)[nH]1.O=C(O)c1cccnc1>>Cc1ncc(C[n+]2cccc(C(=O)O)c2)c(=N)[nH]1 enzymemap_40281
AKRT015407 Cc1ncc(C[n+]2csc(CCO)c2C)c(=N)[nH]1.O=C(O)c1ccncc1>>Cc1ncc(C[n+]2ccc(C(=O)O)cc2)c(=N)[nH]1 enzymemap_40282
AKRT015408 Cc1ncc(C[n+]2csc(CCO)c2C)c(=N)[nH]1.O=[N+]([O-])c1ccc(S)cc1>>Cc1ncc(CSc2ccc([N+](=O)[O-])cc2)c(=N)[nH]1 enzymemap_40284
AKRT015409 Cc1ncc(C[n+]2csc(CCO)c2C)c(=N)[nH]1.c1ccc2ncccc2c1>>Cc1ncc(C[n+]2cccc3ccccc32)c(=N)[nH]1 enzymemap_40248
AKRT015410 Cc1ncc(C[n+]2csc(CCO)c2C)c(=N)[nH]1.c1ccncc1>>Cc1ncc(C[n+]2ccccc2)c(=N)[nH]1 enzymemap_40246
AKRT015411 Cc1ncc(C[n+]2csc(CCO)c2C)c(=N)[nH]1>>Cc1ncc(CO)c(=N)[nH]1 enzymemap_79973
AKRT015412 Cc1ncc(C[n+]2csc(CCO)c2C)c(=N)[nH]1>>Cc1ncc(CO)c(=N)[nH]1.Cc1ncsc1CCO None
AKRT015413 Cc1ncc(C[n+]2csc(CCO)c2C)c(=N)[nH]1>>Cc1ncc(C[n+]2csc(CCOP(=O)(O)O)c2C)c(=N)[nH]1 enzymemap_45438
AKRT015414 Cc1ncc(C[n+]2csc(CCO)c2C)c(=N)[nH]1>>Cc1ncc(C[n+]2csc(CCOP(=O)(O)OP(=O)(O)O)c2C)c(=N)[nH]1 enzymemap_48317
AKRT015415 Cc1ncc(C[n+]2csc(CCO)c2C)c(=N)[nH]1>>Cc1ncsc1CCO enzymemap_40244
AKRT015416 Cc1ncc(C[n+]2csc(CCO)c2C)c(N)n1.NCCCCCC(=O)O>>Cc1ncc(CNCCCCCC(=O)O)c(N)n1 enzymemap_40279
AKRT015417 Cc1ncc(C[n+]2csc(CCO)c2C)c(N)n1.Nc1ccc(C(=O)O)cc1>>Cc1ncc(CNc2ccc(C(=O)O)cc2)c(N)n1 enzymemap_40278
AKRT015418 Cc1ncc(C[n+]2csc(CCO)c2C)c(N)n1.Nc1cccc(C(=O)O)c1>>Cc1ncc(CNc2cccc(C(=O)O)c2)c(N)n1 enzymemap_40277
AKRT015419 Cc1ncc(C[n+]2csc(CCO)c2C)c(N)n1.Nc1ccccc1>>Cc1ncc(CNc2ccccc2)c(N)n1 enzymemap_40247
AKRT015420 Cc1ncc(C[n+]2csc(CCO)c2C)c(N)n1.Nc1ccccc1C(=O)O>>Cc1ncc(CNc2ccccc2C(=O)O)c(N)n1 enzymemap_40276
AKRT015421 Cc1ncc(C[n+]2csc(CCO)c2C)c(N)n1.Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]1O>>Cc1ncc(C[n+]2csc(CCOP(=O)(O)O)c2C)c(N)n1.Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]1O None
AKRT015422 Cc1ncc(C[n+]2csc(CCO)c2C)c(N)n1.Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]1O>>Cc1ncc(C[n+]2csc(CCOP(=O)(O)OP(=O)(O)O)c2C)c(N)n1.Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O None
AKRT015423 Cc1ncc(C[n+]2csc(CCO)c2C)c(N)n1.O=C(O)[C@@H]1CCCN1>>Cc1ncc(CN2CCCC2C(=O)O)c(N)n1 enzymemap_40244
AKRT015424 Cc1ncc(C[n+]2csc(CCO)c2C)c(N)n1.O=C(O)[C@@H]1C[C@@H](O)CN1>>Cc1ncc(CN2C[C@H](O)CC2C(=O)O)c(N)n1 enzymemap_40245
AKRT015425 Cc1ncc(C[n+]2csc(CCO)c2C)c(N)n1.O=C(O)c1ccccn1>>Cc1ncc(C[n+]2ccccc2C(=O)O)c(N)n1 enzymemap_40280
AKRT015426 Cc1ncc(C[n+]2csc(CCO)c2C)c(N)n1.O=C(O)c1cccnc1>>Cc1ncc(C[n+]2cccc(C(=O)O)c2)c(N)n1 enzymemap_40281
AKRT015427 Cc1ncc(C[n+]2csc(CCO)c2C)c(N)n1.O=C(O)c1ccncc1>>Cc1ncc(C[n+]2ccc(C(=O)O)cc2)c(N)n1 enzymemap_40282
AKRT015428 Cc1ncc(C[n+]2csc(CCO)c2C)c(N)n1.O=[N+]([O-])c1ccc(S)cc1>>Cc1ncc(CSc2ccc([N+](=O)[O-])cc2)c(N)n1 enzymemap_40284
AKRT015429 Cc1ncc(C[n+]2csc(CCO)c2C)c(N)n1.c1c[nH]cn1>>Cc1ncc(Cn2ccnc2)c(N)n1 enzymemap_40262
AKRT015430 Cc1ncc(C[n+]2csc(CCO)c2C)c(N)n1.c1ccc2ncccc2c1>>Cc1ncc(C[n+]2cccc3ccccc32)c(N)n1 enzymemap_40248
AKRT015431 Cc1ncc(C[n+]2csc(CCO)c2C)c(N)n1.c1ccncc1>>Cc1ncc(C[n+]2ccccc2)c(N)n1 R02863
AKRT015432 Cc1ncc(C[n+]2csc(CCO)c2C)c(N)n1>>Cc1ncc(CO)c(N)n1 THIAMINASE-RXN
AKRT015433 Cc1ncc(C[n+]2csc(CCO)c2C)c(N)n1>>Cc1ncc(CO)c(N)n1.Cc1ncsc1CCO None
AKRT015434 Cc1ncc(C[n+]2csc(CCO)c2C)c(N)n1>>Cc1ncc(C[n+]2csc(CC(=O)O)c2C)c(N)n1 THIAMIN-OXIDASE-RXN
AKRT015435 Cc1ncc(C[n+]2csc(CCO)c2C)c(N)n1>>Cc1ncc(C[n+]2csc(CC=O)c2C)c(N)n1 R00033
AKRT015436 Cc1ncc(C[n+]2csc(CCO)c2C)c(N)n1>>Cc1ncc(C[n+]2csc(CCOP(=O)(O)O)c2C)c(N)n1 THIKIN-RXN
AKRT015437 Cc1ncc(C[n+]2csc(CCO)c2C)c(N)n1>>Cc1ncc(C[n+]2csc(CCOP(=O)(O)OP(=O)(O)O)c2C)c(N)n1 THIAMIN-PYROPHOSPHOKINASE-RXN
AKRT015438 Cc1ncc(C[n+]2csc(CCO)c2C)c(N)n1>>Cc1ncsc1CCO THIAMINASE-RXN
AKRT015443 Cc1ncc(C[n+]2csc(CCOP(=O)(O)O)c2C)c(=N)[nH]1>>Cc1ncc(C[n+]2csc(CCO)c2C)c(=N)[nH]1 enzymemap_55319
AKRT015449 Cc1ncc(C[n+]2csc(CCOP(=O)(O)O)c2C)c(N)n1>>Cc1ncc(C[n+]2csc(CCO)c2C)c(N)n1 RXNQT-4191
AKRT015452 Cc1ncc(C[n+]2csc(CCOP(=O)(O)OP(=O)(O)O)c2C)c(=N)[nH]1>>Cc1ncc(C[n+]2csc(CCO)c2C)c(=N)[nH]1 enzymemap_55785
AKRT015457 Cc1ncc(C[n+]2csc(CCOP(=O)(O)OP(=O)(O)O)c2C)c(N)n1>>Cc1ncc(C[n+]2csc(CCO)c2C)c(N)n1 enzymemap_55785